HCID 137227827, compound → HCID 131727936, compound

HRID 2243316Notes

Reaction equation

HRID 2243316 reaction equation
[NH:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[C:10]1[C:22]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[C:15](=[N:23]O)[C:14]=2[CH:13]=[CH:12][CH:11]=1>[Ni].C(O)C.O1CCCC1>[NH:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[C:10]1[C:22]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH:15]([NH2:23])[C:14]=2[CH:13]=[CH:12][CH:11]=1

Participants

5

Reactant 1

HCID 137227827HCID 137227827, compound

Product 1

HCID 131727936HCID 131727936, compoundYield 87.4%

Reagents, catalysts & solvents 3

HCID 935NickelCatalystHCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

Carry out the procedure as in Example 6, starting from 1.57 g of 4-(1H-benzimidazol-2-yl)-fluoren-9-one oxime (Z,E), obtained in Example 68, and 5.6 mg of Raney Nickel in 80 ml of ethanol and 80 ml of tetrahydrofuran for 4 hours at 60° C. under a hydrogen pressure of 1 bar. After purification by making a paste in diisopropyl ether, we obtain 1.31 g of 4-(1H-benzimidazol-2-yl)-9H-fluoren-9(R,S)-ylamine, in the form of a white powder, with the following characteristics:

Workup

  1. customAfter purification

Sources & evidence

ORD record
ord-606e864a155549f98029feb29b853247
Source dataset
uspto-grants-2010_03
Patent number
US07674795B2

Reaction notes

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